CA2683034A1 - Alcohol alkoxylates, compositions containing these, and use of the alcohol alkoxylates as adjuvants for the agrochemical field - Google Patents
Alcohol alkoxylates, compositions containing these, and use of the alcohol alkoxylates as adjuvants for the agrochemical field Download PDFInfo
- Publication number
- CA2683034A1 CA2683034A1 CA002683034A CA2683034A CA2683034A1 CA 2683034 A1 CA2683034 A1 CA 2683034A1 CA 002683034 A CA002683034 A CA 002683034A CA 2683034 A CA2683034 A CA 2683034A CA 2683034 A1 CA2683034 A1 CA 2683034A1
- Authority
- CA
- Canada
- Prior art keywords
- approximately
- formula
- alcohol alkoxylates
- alkoxylated alcohol
- herbicides
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Abandoned
Links
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 title claims abstract description 281
- 239000002671 adjuvant Substances 0.000 title claims abstract description 27
- 239000000203 mixture Substances 0.000 title claims description 144
- 239000003905 agrochemical Substances 0.000 title abstract description 13
- 239000001257 hydrogen Substances 0.000 claims abstract description 17
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 17
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 13
- 125000006701 (C1-C7) alkyl group Chemical group 0.000 claims abstract 2
- 125000000963 oxybis(methylene) group Chemical group [H]C([H])(*)OC([H])([H])* 0.000 claims abstract 2
- -1 fluoxystrobin Chemical compound 0.000 claims description 141
- 239000005767 Epoxiconazole Substances 0.000 claims description 35
- ZMYFCFLJBGAQRS-IRXDYDNUSA-N (2R,3S)-epoxiconazole Chemical compound C1=CC(F)=CC=C1[C@@]1(CN2N=CN=C2)[C@H](C=2C(=CC=CC=2)Cl)O1 ZMYFCFLJBGAQRS-IRXDYDNUSA-N 0.000 claims description 34
- 239000004480 active ingredient Substances 0.000 claims description 33
- 230000000694 effects Effects 0.000 claims description 13
- 150000001875 compounds Chemical class 0.000 claims description 10
- 239000005740 Boscalid Substances 0.000 claims description 5
- 239000005746 Carboxin Substances 0.000 claims description 5
- 239000005807 Metalaxyl Substances 0.000 claims description 5
- 229940118790 boscalid Drugs 0.000 claims description 5
- WYEMLYFITZORAB-UHFFFAOYSA-N boscalid Chemical compound C1=CC(Cl)=CC=C1C1=CC=CC=C1NC(=O)C1=CC=CN=C1Cl WYEMLYFITZORAB-UHFFFAOYSA-N 0.000 claims description 5
- GYSSRZJIHXQEHQ-UHFFFAOYSA-N carboxin Chemical compound S1CCOC(C)=C1C(=O)NC1=CC=CC=C1 GYSSRZJIHXQEHQ-UHFFFAOYSA-N 0.000 claims description 5
- ZQEIXNIJLIKNTD-UHFFFAOYSA-N methyl N-(2,6-dimethylphenyl)-N-(methoxyacetyl)alaninate Chemical compound COCC(=O)N(C(C)C(=O)OC)C1=C(C)C=CC=C1C ZQEIXNIJLIKNTD-UHFFFAOYSA-N 0.000 claims description 5
- UWVQIROCRJWDKL-UHFFFAOYSA-N oxadixyl Chemical compound CC=1C=CC=C(C)C=1N(C(=O)COC)N1CCOC1=O UWVQIROCRJWDKL-UHFFFAOYSA-N 0.000 claims description 5
- PPDBOQMNKNNODG-NTEUORMPSA-N (5E)-5-(4-chlorobenzylidene)-2,2-dimethyl-1-(1,2,4-triazol-1-ylmethyl)cyclopentanol Chemical compound C1=NC=NN1CC1(O)C(C)(C)CC\C1=C/C1=CC=C(Cl)C=C1 PPDBOQMNKNNODG-NTEUORMPSA-N 0.000 claims description 4
- PXMNMQRDXWABCY-UHFFFAOYSA-N 1-(4-chlorophenyl)-4,4-dimethyl-3-(1H-1,2,4-triazol-1-ylmethyl)pentan-3-ol Chemical compound C1=NC=NN1CC(O)(C(C)(C)C)CCC1=CC=C(Cl)C=C1 PXMNMQRDXWABCY-UHFFFAOYSA-N 0.000 claims description 4
- WKBPZYKAUNRMKP-UHFFFAOYSA-N 1-[2-(2,4-dichlorophenyl)pentyl]1,2,4-triazole Chemical compound C=1C=C(Cl)C=C(Cl)C=1C(CCC)CN1C=NC=N1 WKBPZYKAUNRMKP-UHFFFAOYSA-N 0.000 claims description 4
- UFNOUKDBUJZYDE-UHFFFAOYSA-N 2-(4-chlorophenyl)-3-cyclopropyl-1-(1H-1,2,4-triazol-1-yl)butan-2-ol Chemical compound C1=NC=NN1CC(O)(C=1C=CC(Cl)=CC=1)C(C)C1CC1 UFNOUKDBUJZYDE-UHFFFAOYSA-N 0.000 claims description 4
- MNHVNIJQQRJYDH-UHFFFAOYSA-N 2-[2-(1-chlorocyclopropyl)-3-(2-chlorophenyl)-2-hydroxypropyl]-1,2-dihydro-1,2,4-triazole-3-thione Chemical compound N1=CNC(=S)N1CC(C1(Cl)CC1)(O)CC1=CC=CC=C1Cl MNHVNIJQQRJYDH-UHFFFAOYSA-N 0.000 claims description 4
- 239000005730 Azoxystrobin Substances 0.000 claims description 4
- 239000005757 Cyproconazole Substances 0.000 claims description 4
- 239000005762 Dimoxystrobin Substances 0.000 claims description 4
- 239000005785 Fluquinconazole Substances 0.000 claims description 4
- 239000005868 Metconazole Substances 0.000 claims description 4
- 239000005813 Penconazole Substances 0.000 claims description 4
- 239000005818 Picoxystrobin Substances 0.000 claims description 4
- 239000005822 Propiconazole Substances 0.000 claims description 4
- 239000005825 Prothioconazole Substances 0.000 claims description 4
- 239000005869 Pyraclostrobin Substances 0.000 claims description 4
- CZPWVGJYEJSRLH-UHFFFAOYSA-N Pyrimidine Chemical compound C1=CN=CN=C1 CZPWVGJYEJSRLH-UHFFFAOYSA-N 0.000 claims description 4
- 239000005839 Tebuconazole Substances 0.000 claims description 4
- 239000005857 Trifloxystrobin Substances 0.000 claims description 4
- 239000005859 Triticonazole Substances 0.000 claims description 4
- WFDXOXNFNRHQEC-GHRIWEEISA-N azoxystrobin Chemical compound CO\C=C(\C(=O)OC)C1=CC=CC=C1OC1=CC(OC=2C(=CC=CC=2)C#N)=NC=N1 WFDXOXNFNRHQEC-GHRIWEEISA-N 0.000 claims description 4
- WXUZAHCNPWONDH-DYTRJAOYSA-N dimoxystrobin Chemical compound CNC(=O)C(=N\OC)\C1=CC=CC=C1COC1=CC(C)=CC=C1C WXUZAHCNPWONDH-DYTRJAOYSA-N 0.000 claims description 4
- IJJVMEJXYNJXOJ-UHFFFAOYSA-N fluquinconazole Chemical compound C=1C=C(Cl)C=C(Cl)C=1N1C(=O)C2=CC(F)=CC=C2N=C1N1C=NC=N1 IJJVMEJXYNJXOJ-UHFFFAOYSA-N 0.000 claims description 4
- FQKUGOMFVDPBIZ-UHFFFAOYSA-N flusilazole Chemical compound C=1C=C(F)C=CC=1[Si](C=1C=CC(F)=CC=1)(C)CN1C=NC=N1 FQKUGOMFVDPBIZ-UHFFFAOYSA-N 0.000 claims description 4
- XWPZUHJBOLQNMN-UHFFFAOYSA-N metconazole Chemical compound C1=NC=NN1CC1(O)C(C)(C)CCC1CC1=CC=C(Cl)C=C1 XWPZUHJBOLQNMN-UHFFFAOYSA-N 0.000 claims description 4
- JHIPUJPTQJYEQK-ZLHHXESBSA-N orysastrobin Chemical compound CNC(=O)C(=N\OC)\C1=CC=CC=C1CO\N=C(/C)\C(=N\OC)\C(\C)=N\OC JHIPUJPTQJYEQK-ZLHHXESBSA-N 0.000 claims description 4
- IBSNKSODLGJUMQ-SDNWHVSQSA-N picoxystrobin Chemical compound CO\C=C(\C(=O)OC)C1=CC=CC=C1COC1=CC=CC(C(F)(F)F)=N1 IBSNKSODLGJUMQ-SDNWHVSQSA-N 0.000 claims description 4
- STJLVHWMYQXCPB-UHFFFAOYSA-N propiconazole Chemical compound O1C(CCC)COC1(C=1C(=CC(Cl)=CC=1)Cl)CN1N=CN=C1 STJLVHWMYQXCPB-UHFFFAOYSA-N 0.000 claims description 4
- HZRSNVGNWUDEFX-UHFFFAOYSA-N pyraclostrobin Chemical compound COC(=O)N(OC)C1=CC=CC=C1COC1=NN(C=2C=CC(Cl)=CC=2)C=C1 HZRSNVGNWUDEFX-UHFFFAOYSA-N 0.000 claims description 4
- ONCZDRURRATYFI-TVJDWZFNSA-N trifloxystrobin Chemical compound CO\N=C(\C(=O)OC)C1=CC=CC=C1CO\N=C(/C)C1=CC=CC(C(F)(F)F)=C1 ONCZDRURRATYFI-TVJDWZFNSA-N 0.000 claims description 4
- 239000011814 protection agent Substances 0.000 claims description 3
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 claims 2
- 150000001298 alcohols Chemical class 0.000 abstract description 32
- 239000003795 chemical substances by application Substances 0.000 abstract description 7
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 203
- 239000004009 herbicide Substances 0.000 description 135
- 239000000417 fungicide Substances 0.000 description 113
- 239000002917 insecticide Substances 0.000 description 74
- BBMCTIGTTCKYKF-UHFFFAOYSA-N 1-heptanol Chemical compound CCCCCCCO BBMCTIGTTCKYKF-UHFFFAOYSA-N 0.000 description 72
- 229940117927 ethylene oxide Drugs 0.000 description 70
- 230000002209 hydrophobic effect Effects 0.000 description 56
- 125000004432 carbon atom Chemical group C* 0.000 description 44
- 125000002947 alkylene group Chemical group 0.000 description 41
- 238000006243 chemical reaction Methods 0.000 description 33
- 230000000895 acaricidal effect Effects 0.000 description 30
- 239000000642 acaricide Substances 0.000 description 30
- 239000003986 organophosphate insecticide Substances 0.000 description 30
- 241000196324 Embryophyta Species 0.000 description 27
- 239000003054 catalyst Substances 0.000 description 27
- 238000001816 cooling Methods 0.000 description 27
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 26
- 238000003756 stirring Methods 0.000 description 26
- CUVLMZNMSPJDON-UHFFFAOYSA-N 1-(1-butoxypropan-2-yloxy)propan-2-ol Chemical compound CCCCOCC(C)OCC(C)O CUVLMZNMSPJDON-UHFFFAOYSA-N 0.000 description 22
- SYURNNNQIFDVCA-UHFFFAOYSA-N 2-propyloxirane Chemical compound CCCC1CO1 SYURNNNQIFDVCA-UHFFFAOYSA-N 0.000 description 21
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical group C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 20
- WTQUVYBGJUBJSW-UHFFFAOYSA-N oxacycloundecane Chemical group C1CCCCCOCCCC1 WTQUVYBGJUBJSW-UHFFFAOYSA-N 0.000 description 20
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 19
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 19
- 238000005227 gel permeation chromatography Methods 0.000 description 19
- 239000004094 surface-active agent Substances 0.000 description 18
- LPNYRYFBWFDTMA-UHFFFAOYSA-N potassium tert-butoxide Chemical compound [K+].CC(C)(C)[O-] LPNYRYFBWFDTMA-UHFFFAOYSA-N 0.000 description 17
- 238000009472 formulation Methods 0.000 description 16
- 239000003112 inhibitor Substances 0.000 description 16
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 13
- RBACIKXCRWGCBB-UHFFFAOYSA-N 1,2-Epoxybutane Chemical compound CCC1CO1 RBACIKXCRWGCBB-UHFFFAOYSA-N 0.000 description 12
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 12
- 239000003921 oil Substances 0.000 description 11
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 description 10
- 230000003115 biocidal effect Effects 0.000 description 10
- ZSIAUFGUXNUGDI-UHFFFAOYSA-N hexan-1-ol Chemical compound CCCCCCO ZSIAUFGUXNUGDI-UHFFFAOYSA-N 0.000 description 10
- 235000019198 oils Nutrition 0.000 description 10
- 239000002728 pyrethroid Substances 0.000 description 10
- 239000003128 rodenticide Substances 0.000 description 10
- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 description 10
- 239000002253 acid Substances 0.000 description 9
- 150000003254 radicals Chemical class 0.000 description 9
- 239000002904 solvent Substances 0.000 description 9
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 8
- AMQJEAYHLZJPGS-UHFFFAOYSA-N N-Pentanol Chemical compound CCCCCO AMQJEAYHLZJPGS-UHFFFAOYSA-N 0.000 description 8
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 8
- XSCHRSMBECNVNS-UHFFFAOYSA-N quinoxaline Chemical compound N1=CC=NC2=CC=CC=C21 XSCHRSMBECNVNS-UHFFFAOYSA-N 0.000 description 8
- 239000000126 substance Substances 0.000 description 8
- 150000003852 triazoles Chemical class 0.000 description 8
- UFBJCMHMOXMLKC-UHFFFAOYSA-N 2,4-dinitrophenol Chemical compound OC1=CC=C([N+]([O-])=O)C=C1[N+]([O-])=O UFBJCMHMOXMLKC-UHFFFAOYSA-N 0.000 description 7
- 239000013543 active substance Substances 0.000 description 7
- 125000001931 aliphatic group Chemical group 0.000 description 7
- 239000004202 carbamide Substances 0.000 description 7
- 239000003085 diluting agent Substances 0.000 description 7
- 239000012990 dithiocarbamate Substances 0.000 description 7
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 7
- 238000000034 method Methods 0.000 description 7
- 239000000575 pesticide Substances 0.000 description 7
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 6
- 241000607479 Yersinia pestis Species 0.000 description 6
- 125000000217 alkyl group Chemical group 0.000 description 6
- 150000003931 anilides Chemical class 0.000 description 6
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 6
- 230000015572 biosynthetic process Effects 0.000 description 6
- DKVNPHBNOWQYFE-UHFFFAOYSA-N carbamodithioic acid Chemical compound NC(S)=S DKVNPHBNOWQYFE-UHFFFAOYSA-N 0.000 description 6
- 229910052799 carbon Inorganic materials 0.000 description 6
- 235000014113 dietary fatty acids Nutrition 0.000 description 6
- 150000002148 esters Chemical class 0.000 description 6
- 239000000194 fatty acid Substances 0.000 description 6
- 229930195729 fatty acid Natural products 0.000 description 6
- NYPJDWWKZLNGGM-UHFFFAOYSA-N fenvalerate Chemical compound C=1C=C(Cl)C=CC=1C(C(C)C)C(=O)OC(C#N)C(C=1)=CC=CC=1OC1=CC=CC=C1 NYPJDWWKZLNGGM-UHFFFAOYSA-N 0.000 description 6
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 6
- 239000005645 nematicide Substances 0.000 description 6
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 6
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- WTKZEGDFNFYCGP-UHFFFAOYSA-N Pyrazole Chemical compound C=1C=NNC=1 WTKZEGDFNFYCGP-UHFFFAOYSA-N 0.000 description 5
- 229930182692 Strobilurin Natural products 0.000 description 5
- GNVMUORYQLCPJZ-UHFFFAOYSA-M Thiocarbamate Chemical compound NC([S-])=O GNVMUORYQLCPJZ-UHFFFAOYSA-M 0.000 description 5
- 150000001408 amides Chemical class 0.000 description 5
- 239000000010 aprotic solvent Substances 0.000 description 5
- 125000003118 aryl group Chemical group 0.000 description 5
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- 229920001577 copolymer Polymers 0.000 description 5
- 239000002949 juvenile hormone Substances 0.000 description 5
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 5
- 229920000056 polyoxyethylene ether Polymers 0.000 description 5
- 238000002360 preparation method Methods 0.000 description 5
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- AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 description 4
- LUBJCRLGQSPQNN-UHFFFAOYSA-N 1-Phenylurea Chemical compound NC(=O)NC1=CC=CC=C1 LUBJCRLGQSPQNN-UHFFFAOYSA-N 0.000 description 4
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- GRNOZCCBOFGDCL-UHFFFAOYSA-N 2,2,2-trichloroacetyl isocyanate Chemical compound ClC(Cl)(Cl)C(=O)N=C=O GRNOZCCBOFGDCL-UHFFFAOYSA-N 0.000 description 4
- WNZQDUSMALZDQF-UHFFFAOYSA-N 2-benzofuran-1(3H)-one Chemical compound C1=CC=C2C(=O)OCC2=C1 WNZQDUSMALZDQF-UHFFFAOYSA-N 0.000 description 4
- YIWUKEYIRIRTPP-UHFFFAOYSA-N 2-ethylhexan-1-ol Chemical compound CCCCC(CC)CO YIWUKEYIRIRTPP-UHFFFAOYSA-N 0.000 description 4
- AAMHBRRZYSORSH-UHFFFAOYSA-N 2-octyloxirane Chemical compound CCCCCCCCC1CO1 AAMHBRRZYSORSH-UHFFFAOYSA-N 0.000 description 4
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- ZXVONLUNISGICL-UHFFFAOYSA-N 4,6-dinitro-o-cresol Chemical compound CC1=CC([N+]([O-])=O)=CC([N+]([O-])=O)=C1O ZXVONLUNISGICL-UHFFFAOYSA-N 0.000 description 4
- 239000005660 Abamectin Substances 0.000 description 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
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- 239000002169 Metam Substances 0.000 description 4
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- 125000003158 alcohol group Chemical group 0.000 description 4
- XXROGKLTLUQVRX-UHFFFAOYSA-N allyl alcohol Chemical compound OCC=C XXROGKLTLUQVRX-UHFFFAOYSA-N 0.000 description 4
- 229910052785 arsenic Inorganic materials 0.000 description 4
- RQNWIZPPADIBDY-UHFFFAOYSA-N arsenic atom Chemical compound [As] RQNWIZPPADIBDY-UHFFFAOYSA-N 0.000 description 4
- IOJUPLGTWVMSFF-UHFFFAOYSA-N benzothiazole Chemical compound C1=CC=C2SC=NC2=C1 IOJUPLGTWVMSFF-UHFFFAOYSA-N 0.000 description 4
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- MZZBPDKVEFVLFF-UHFFFAOYSA-N cyanazine Chemical compound CCNC1=NC(Cl)=NC(NC(C)(C)C#N)=N1 MZZBPDKVEFVLFF-UHFFFAOYSA-N 0.000 description 4
- YPHMISFOHDHNIV-FSZOTQKASA-N cycloheximide Chemical compound C1[C@@H](C)C[C@H](C)C(=O)[C@@H]1[C@H](O)CC1CC(=O)NC(=O)C1 YPHMISFOHDHNIV-FSZOTQKASA-N 0.000 description 4
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- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical compound C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 4
- 230000000855 fungicidal effect Effects 0.000 description 4
- 238000000227 grinding Methods 0.000 description 4
- 229910052736 halogen Inorganic materials 0.000 description 4
- 150000002367 halogens Chemical class 0.000 description 4
- RBJAKRVCYLJDPZ-UHFFFAOYSA-N hexyl 2-[5-(4-bromophenoxy)-2-nitrophenoxy]propanoate Chemical compound C1=C([N+]([O-])=O)C(OC(C)C(=O)OCCCCCC)=CC(OC=2C=CC(Br)=CC=2)=C1 RBJAKRVCYLJDPZ-UHFFFAOYSA-N 0.000 description 4
- 229940056881 imidacloprid Drugs 0.000 description 4
- YWTYJOPNNQFBPC-UHFFFAOYSA-N imidacloprid Chemical compound [O-][N+](=O)\N=C1/NCCN1CC1=CC=C(Cl)N=C1 YWTYJOPNNQFBPC-UHFFFAOYSA-N 0.000 description 4
- RONFGUROBZGJKP-UHFFFAOYSA-N iminoctadine Chemical compound NC(N)=NCCCCCCCCNCCCCCCCCN=C(N)N RONFGUROBZGJKP-UHFFFAOYSA-N 0.000 description 4
- 239000002428 insect molting hormone Substances 0.000 description 4
- HYVVJDQGXFXBRZ-UHFFFAOYSA-N metam Chemical compound CNC(S)=S HYVVJDQGXFXBRZ-UHFFFAOYSA-N 0.000 description 4
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- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 description 1
- ZSDSQXJSNMTJDA-UHFFFAOYSA-N trifluralin Chemical compound CCCN(CCC)C1=C([N+]([O-])=O)C=C(C(F)(F)F)C=C1[N+]([O-])=O ZSDSQXJSNMTJDA-UHFFFAOYSA-N 0.000 description 1
- YNWVFADWVLCOPU-MAUPQMMJSA-N uniconazole P Chemical compound C1=NC=NN1/C([C@@H](O)C(C)(C)C)=C/C1=CC=C(Cl)C=C1 YNWVFADWVLCOPU-MAUPQMMJSA-N 0.000 description 1
- 244000045561 useful plants Species 0.000 description 1
- JARYYMUOCXVXNK-IMTORBKUSA-N validamycin Chemical compound N([C@H]1C[C@@H]([C@H]([C@H](O)[C@H]1O)O[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)CO)[C@H]1C=C(CO)[C@H](O)[C@H](O)[C@H]1O JARYYMUOCXVXNK-IMTORBKUSA-N 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 235000019871 vegetable fat Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 150000004669 very long chain fatty acids Chemical class 0.000 description 1
- 239000012873 virucide Substances 0.000 description 1
- 239000007762 w/o emulsion Substances 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
- 239000005943 zeta-Cypermethrin Substances 0.000 description 1
- DUBNHZYBDBBJHD-UHFFFAOYSA-L ziram Chemical compound [Zn+2].CN(C)C([S-])=S.CN(C)C([S-])=S DUBNHZYBDBBJHD-UHFFFAOYSA-L 0.000 description 1
- FJBGIXKIXPUXBY-UHFFFAOYSA-N {2-[3-(4-chlorophenyl)propyl]-2,4,4-trimethyl-1,3-oxazolidin-3-yl}(imidazol-1-yl)methanone Chemical compound C1=CN=CN1C(=O)N1C(C)(C)COC1(C)CCCC1=CC=C(Cl)C=C1 FJBGIXKIXPUXBY-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C43/00—Ethers; Compounds having groups, groups or groups
- C07C43/02—Ethers
- C07C43/03—Ethers having all ether-oxygen atoms bound to acyclic carbon atoms
- C07C43/04—Saturated ethers
- C07C43/10—Saturated ethers of polyhydroxy compounds
- C07C43/11—Polyethers containing —O—(C—C—O—)n units with ≤ 2 n≤ 10
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/30—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests characterised by the surfactants
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
- A01N43/647—Triazoles; Hydrogenated triazoles
- A01N43/653—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
- C08G65/26—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
- C08G65/26—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds
- C08G65/2603—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds the other compounds containing oxygen
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
- C08G65/32—Polymers modified by chemical after-treatment
- C08G65/329—Polymers modified by chemical after-treatment with organic compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Polymers & Plastics (AREA)
- Medicinal Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Plant Pathology (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Dentistry (AREA)
- Engineering & Computer Science (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Toxicology (AREA)
- General Chemical & Material Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Polyethers (AREA)
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP07106961 | 2007-04-25 | ||
EP07106961.1 | 2007-04-25 | ||
PCT/EP2008/055034 WO2008132150A1 (de) | 2007-04-25 | 2008-04-24 | Alkoholalkoxylate, diese enthaltende mittel und verwendung der alkoholalkoxylate als adjuvans für den agrochemischen bereich |
Publications (1)
Publication Number | Publication Date |
---|---|
CA2683034A1 true CA2683034A1 (en) | 2008-11-06 |
Family
ID=38564696
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CA002683034A Abandoned CA2683034A1 (en) | 2007-04-25 | 2008-04-24 | Alcohol alkoxylates, compositions containing these, and use of the alcohol alkoxylates as adjuvants for the agrochemical field |
Country Status (9)
Country | Link |
---|---|
US (1) | US20100184603A1 (de) |
EP (1) | EP2150515B1 (de) |
JP (1) | JP2010525027A (de) |
CN (1) | CN101687748A (de) |
BR (1) | BRPI0810022B1 (de) |
CA (1) | CA2683034A1 (de) |
IL (1) | IL201374A0 (de) |
RU (1) | RU2009143175A (de) |
WO (1) | WO2008132150A1 (de) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US8129312B2 (en) | 2002-04-24 | 2012-03-06 | Basf Se | Use of defined alcohol alkoxylates as adjuvants in the agrotechnical field |
Families Citing this family (21)
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US20100210461A1 (en) * | 2007-07-20 | 2010-08-19 | Basf Se | Compositions comprising alcohol alkoxylates, and use of the alcohol alkoxylates as adjuvant for the agrochemical sector |
WO2009130281A1 (de) * | 2008-04-24 | 2009-10-29 | Basf Se | Alkoholalkoxylate, diese enthaltende mittel und verwendung der alkoholalkoxylate als adjuvans für den agrochemischen bereich |
US20110204382A1 (en) * | 2008-05-08 | 2011-08-25 | Base Se | Layered structures comprising silicon carbide layers, a process for their manufacture and their use |
GB0907003D0 (en) * | 2009-04-23 | 2009-06-03 | Syngenta Ltd | Formulation |
AU2014202365B2 (en) * | 2009-04-23 | 2015-04-09 | Syngenta Limited | Alcohol alkoxylates as adjuvants for agrochemical formulations |
US20120210452A1 (en) * | 2011-02-16 | 2012-08-16 | Fashion Chemicals, Gmbh & Co Kg | Alkoxylated non-ionic alkanol adjuvant formulations and methods for making and using the same |
WO2014028715A1 (en) | 2012-08-16 | 2014-02-20 | Helena Holding Company | Solvent free n-alkyl thiosphoric triamide formulations |
WO2014036278A1 (en) * | 2012-08-31 | 2014-03-06 | Helena Holding Company | Stabilized n-alkyl thiosphoric triamide solvent systems for use in nitrogen fertilizer |
US20150237852A1 (en) * | 2012-09-29 | 2015-08-27 | Dow Global Technologies Llc | Alkoxylate compositions and their use as agricultural adjuvants |
EP2931035B1 (de) * | 2012-12-14 | 2017-03-08 | Basf Se | Zusammensetzung, umfassend ein pestizid und ein alkoxylat von 2-isopropyl-5-methylhexan-1-amin |
EP2839745A1 (de) * | 2013-08-21 | 2015-02-25 | Basf Se | Agrochemische Formulierungen enthaltend ein 2-Ethylhexanolalkoxylat |
EP3116314B1 (de) * | 2014-03-12 | 2021-04-14 | Basf Se | Carbonate von alkoholalkoxylaten als adjuvanzien für den pflanzenschutz |
WO2015169711A1 (en) | 2014-05-06 | 2015-11-12 | Basf Se | Composition comprising a pesticide and a hydroxyalkyl polyoxylene glycol ether |
UA118991C2 (uk) * | 2014-09-16 | 2019-04-10 | Басф Се | Агрохімічний суспензійний концентрат, що включає алкоксильований спирт, розчинений у водній фазі |
US10000393B2 (en) * | 2015-01-14 | 2018-06-19 | Ecolab Usa Inc. | Enhancement of dewatering using soy flour or soy protein |
RU2713793C2 (ru) | 2015-02-10 | 2020-02-07 | Басф Се | Композиция, содержащая пестицид и алкоксилированный сложный эфир |
EP3359515B1 (de) | 2015-10-07 | 2019-12-18 | Elementis Specialties, Inc. | Netz- und antischaummittel |
JP6899855B2 (ja) * | 2016-02-22 | 2021-07-07 | アース製薬株式会社 | ヒトの皮膚塗布用害虫忌避剤組成物 |
WO2018187463A1 (en) * | 2017-04-04 | 2018-10-11 | Harcros Chemicals, Inc. | Surfactants having non-conventional hydrophobes |
US11332668B2 (en) * | 2017-09-20 | 2022-05-17 | Basf Se | Treated medium for plant growth that has increased water retention |
JP2022524595A (ja) * | 2019-03-21 | 2022-05-09 | ダウ グローバル テクノロジーズ エルエルシー | 農業用組成物および農薬を含む農業用組成物のためのプロピレンオキシドでキャップされた液体ポリマー界面活性剤 |
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JPS5017529B2 (de) * | 1972-11-20 | 1975-06-21 | ||
GB2109403B (en) * | 1981-11-27 | 1985-07-17 | Shell Int Research | Alkoxylate textile processing oils |
DE3631558A1 (de) * | 1986-09-17 | 1988-03-31 | Hoechst Ag | Neue suspoemulsionen von pflanzenschutz-wirkstoffen |
JP2792005B2 (ja) * | 1988-08-11 | 1998-08-27 | 竹本油脂株式会社 | 農薬粒剤用崩壊助剤及び該崩壊助剤を含有する農薬粒剤 |
JP3223213B2 (ja) * | 1993-04-28 | 2001-10-29 | ライオン株式会社 | 洗浄剤組成物 |
DE4416303A1 (de) | 1994-05-09 | 1995-11-16 | Bayer Ag | Schaumarmes Netzmittel und seine Verwendung |
JPH0931004A (ja) * | 1995-07-24 | 1997-02-04 | Sanyo Chem Ind Ltd | 溶剤組成物ならびに洗浄剤組成物 |
NZ333284A (en) * | 1996-06-28 | 2000-06-23 | Novartis Ag | Pesticidal compositions comprising castor oil, alcohol ethoxylate & styryl phenol |
JP3776210B2 (ja) * | 1997-07-15 | 2006-05-17 | 花王株式会社 | 農薬用効力増強剤及び農薬製剤 |
US6025318A (en) * | 1998-11-12 | 2000-02-15 | Colgate Palmolive Company | Microemulsion liquid cleaning composition containing a short chain amphiphile |
DE19857963A1 (de) | 1998-12-16 | 2000-06-21 | Bayer Ag | Agrochemische Formulierungen |
US6235300B1 (en) * | 1999-01-19 | 2001-05-22 | Amway Corporation | Plant protecting adjuvant containing topped or peaked alcohol alkoxylates and conventional alcohol alkoxylates |
DE19940797A1 (de) * | 1999-08-27 | 2001-03-01 | Goldschmidt Ag Th | Durch Akoxylierung erhaltene blockcopolymere, styrenoxidhaltige Polyalkylenoxide und deren Verwendung |
JP2001163813A (ja) * | 1999-12-13 | 2001-06-19 | Lion Corp | グリコールエーテルの製造方法 |
DE10017197A1 (de) * | 2000-04-07 | 2001-10-11 | Basf Ag | Alkoholalkoxylate als schaumarme oder schaumdämpfende Tenside |
CA2482758C (en) * | 2002-04-24 | 2011-06-14 | Basf Aktiengesellschaft | Use of defined alcohol alkoxylates as adjuvants in the agrotechnical field |
DE10245099A1 (de) * | 2002-09-27 | 2004-04-08 | Goldschmidt Ag | Polyurethan-Verdickungsmittel zur Verdickung wässriger Systeme |
DE10252452B4 (de) * | 2002-11-12 | 2006-07-06 | Clariant Gmbh | Styroloxidhaltige Copolymere und deren Verwendung als Emulgatoren und Dispergiermittel |
CN1835680A (zh) * | 2003-08-14 | 2006-09-20 | 巴斯福股份公司 | 醇烷氧基化物以助剂形式用于苄胺肟杀真菌衍生物的用途、合适的试剂和试剂盒 |
DE10344938A1 (de) * | 2003-09-27 | 2005-04-21 | Clariant Gmbh | Tensid-Compounds enthaltend Fettalkoholalkoxylate |
DE102004011007A1 (de) * | 2004-03-06 | 2005-09-22 | Bayer Cropscience Ag | Suspensionskonzentrate auf Ölbasis |
JP4502206B2 (ja) * | 2004-12-28 | 2010-07-14 | 三洋化成工業株式会社 | 微小気泡発生用界面活性剤 |
DE102005012315A1 (de) * | 2005-03-17 | 2006-09-21 | Degussa Ag | Zusammensetzungen zur Herstellung von Universalpigmentpräparationen |
DE102005012316A1 (de) * | 2005-03-17 | 2006-09-28 | Degussa Ag | Universalpigmentpräparationen |
EP1885679B1 (de) * | 2005-05-31 | 2012-06-20 | Rhodia, Inc. | Zusammensetzungen mit rheologiemodifikatoren für hydrophobisch alkalilösliche emulsionen |
DE102005048539A1 (de) * | 2005-10-11 | 2007-04-12 | Bayer Cropscience Ag | Suspensionskonzentrate auf Ölbasis |
DE102005059470A1 (de) * | 2005-12-13 | 2007-06-14 | Bayer Cropscience Ag | Insektizide Zusammensetzungen mit verbesserter Wirkung |
PL2048946T3 (pl) * | 2006-08-04 | 2016-06-30 | Basf Se | Niewodne koncentraty substancji czynnych o działaniu chwastobójczym |
UA89599C2 (uk) * | 2006-08-04 | 2010-02-10 | Басф Се | Водний концентрат діючої речовини з гербіцидною дією та спосіб боротьби з небажаним ростом рослин |
US20100210461A1 (en) * | 2007-07-20 | 2010-08-19 | Basf Se | Compositions comprising alcohol alkoxylates, and use of the alcohol alkoxylates as adjuvant for the agrochemical sector |
UA98802C2 (ru) * | 2007-08-16 | 2012-06-25 | Басф Се | Применение композиции для обработки семян, композиция, способ для обработки семян и семена |
WO2009130281A1 (de) * | 2008-04-24 | 2009-10-29 | Basf Se | Alkoholalkoxylate, diese enthaltende mittel und verwendung der alkoholalkoxylate als adjuvans für den agrochemischen bereich |
-
2008
- 2008-04-24 CA CA002683034A patent/CA2683034A1/en not_active Abandoned
- 2008-04-24 EP EP08736561.5A patent/EP2150515B1/de not_active Revoked
- 2008-04-24 RU RU2009143175/04A patent/RU2009143175A/ru not_active Application Discontinuation
- 2008-04-24 JP JP2010504701A patent/JP2010525027A/ja active Pending
- 2008-04-24 US US12/597,043 patent/US20100184603A1/en not_active Abandoned
- 2008-04-24 WO PCT/EP2008/055034 patent/WO2008132150A1/de active Application Filing
- 2008-04-24 BR BRPI0810022A patent/BRPI0810022B1/pt active IP Right Grant
- 2008-04-24 CN CN200880021710A patent/CN101687748A/zh active Pending
-
2009
- 2009-10-11 IL IL201374A patent/IL201374A0/en unknown
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US8129312B2 (en) | 2002-04-24 | 2012-03-06 | Basf Se | Use of defined alcohol alkoxylates as adjuvants in the agrotechnical field |
US8877681B2 (en) | 2002-04-24 | 2014-11-04 | Basf Se | Use of specific alcohol alkoxylates as an adjuvant for agrotechnical applications |
Also Published As
Publication number | Publication date |
---|---|
JP2010525027A (ja) | 2010-07-22 |
IL201374A0 (en) | 2010-05-31 |
BRPI0810022B1 (pt) | 2018-08-28 |
BRPI0810022A2 (pt) | 2014-10-14 |
EP2150515B1 (de) | 2016-08-24 |
EP2150515A1 (de) | 2010-02-10 |
US20100184603A1 (en) | 2010-07-22 |
CN101687748A (zh) | 2010-03-31 |
WO2008132150A1 (de) | 2008-11-06 |
RU2009143175A (ru) | 2011-05-27 |
BRPI0810022A8 (pt) | 2017-06-06 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
FZDE | Discontinued |